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Middletown, KY Homes for Sale

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  • /62

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    12109 Greenvalley Dr, Louisville, KY 40243

    Welcome to this spacious and inviting 2 story home in the wonderful Douglass Hills neighborhood! This home has been partially renovated and is awaiting it's new owner to put the final touches on the home. Upon entering the home you will see a formal dining room to your left and a formal living room to your right with thoughtfully placed accent lighting. As you walk down the hall, you will

    Rebecca Souza Homepage Realty

    12109 Greenvalley Dr, Louisville, KY 40243
  • /44

    $475,000

    • 3 Beds
    • 3 Baths
    • 3,221 Sq Ft

    419 Village Lake Dr, Louisville, KY 40245

    Extensive renovation on this 3 bedroom 3 bath condo with a finished walkout basement. Waterfront view from the enclosed screen porch. High style and sophistication can describe this unit. No expense was spared on interior finishes. High end appliance package included. Heated tile floor in the primary bath. Flush mount gas fireplace provides ambiance and heat. Seller replacing the lower level

    David Yunker RE/MAX Properties East

    419 Village Lake Dr, Louisville, KY 40245
  • /51

    $539,000

    • 4 Beds
    • 3.5 Baths
    • 3,186 Sq Ft

    1220 Williams Ridge Rd, Louisville, KY 40243

    Prime Location! Spacious Luxury with Room to Breathe!You don't want to miss this one! This stunning home offers luxury living with a ''like new'' feel—just minutes from local churches, dining, expressways, and more. Tucked away in a quiet neighborhood, it also boasts one of the largest lots on the street!Step inside and you'll immediately notice the beautiful LVP floors leading

    Jacob Gurney Parkside Realty

    1220 Williams Ridge Rd, Louisville, KY 40243
  • /49

    $354,900

    • 2 Beds
    • 2 Baths
    • 1,785 Sq Ft

    12510 Nursery Ln, Louisville, KY 40243

    Low maintenance living in the highly coveted Swan Pointe community! Large family room greats you with cozy fireplace. Closed in porch is perfect for relaxing. 2 large bedrooms with a bonus versatility of an office/hobby room along with 2 full bathrooms. Full 2 car attached garage. The Swan Pointe community includes a swimming pool, tennis courts, workout room and clubhouse. Perfect location

    Alan Wade Parkside Realty

    12510 Nursery Ln, Louisville, KY 40243
  • /33

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft

    1205 Winter Springs Ct Unit 202, Louisville, KY 40243

    Secured building, 2 bed, 2 full bath 2nd floor condominium with a 1-car attached garage, 1 assigned parking space & a locked separate storage.Recent HVAC and roof Open concept, gas fireplace, large balcony overlooking wooded area & green space. Nice sized bedrooms, with walk-in closets and their own full bathrooms. Amenities include a pool, clubhouse, tennis courts, & fitness room. Pets

    James Yunt Real Estate Unlimited

    1205 Winter Springs Ct Unit 202, Louisville, KY 40243
  • /18

    $303,000

    • 3 Beds
    • 2 Baths
    • 1,471 Sq Ft

    12303 Brookgreen Dr, Louisville, KY 40243

    Updated!!! Must see! Move-in ready! New hard surface flooring and carpet throughout! This Middletown home boasts 3 bedroom and 2 full baths with a large fenced in backyard. Recently painted this home is ready for its new owner. Amazing location close to I-64. Schedule your showing today!

    Joshua Stopher Executive Realty

    12303 Brookgreen Dr, Louisville, KY 40243
  • /38

    $307,500

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft

    12420 Brothers Ave, Louisville, KY 40243

    Welcome to Middletown Villa! This charming two-story, three-bedroom, 2.5-bath home is perfectly situated just minutes from all the shopping, dining, parks, and activities Middletown has to offer. Inside, you'll find fresh paint, updated LVP flooring, and an incredible layout ideal for both daily living and entertaining. The first floor boasts two spacious living rooms, plus a large kitchen and

    Shaun Wallace 1 Percent Lists Purple Door

    12420 Brothers Ave, Louisville, KY 40243
  • /21

    $125,000

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    219 Middletown Square Unit 219, Louisville, KY 40243

    Beautifully updated 1 BEDROOM, 1 FULL BATHROOM Condo in the heart of Historic Middletown! First-Floor back Unit with NEW CARPET, FRESH PAINT and NEW STAINLES STEEL APPLIANCES. Washer and Dryer in Unit. Water, sewer and trash are included in monthly fee of $192! Fantastic LOCATION near restaurants, shops, Kroger, Target and Schools (Across the street from Eastern High School and Hite Elementary).

    Lucila De la Vega Greater Louisville Homes, LLC

    219 Middletown Square Unit 219, Louisville, KY 40243
  • /34

    $399,000

    • 3 Beds
    • 3 Baths
    • 1,933 Sq Ft

    411 Eastgate Village Wynde Unit A, Louisville, KY 40223

    Welcome to 411 Eastgate Village Wynde in the heart of Middletown. This inviting patio home features soaring vaulted ceilings, large windows with abundant natural light, and a stylish kitchen with modern appliances. The main level offers a spacious primary suite with walk-in closet and private bath, a second bedroom ideal for guests or an office, convenient first-floor laundry, and access to a

    Ben Bass THRIVE Realty

    411 Eastgate Village Wynde Unit A, Louisville, KY 40223
  • /28

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    12404 Crosswinds Dr, Louisville, KY 40243

    Check out this AMAZING fully renovated gem at 12404 Crosswinds Dr, in the highly desirable Crosscreeke subdivision in Middletown (40243). 4 bedrooms, 2 bathss, 1,975 sq ft of bright, modern living space Thoughtful bi-level layout with two bedrooms and a family room up and two bedrooms and a living space down... Everything feels fresh. Brand-new floors, paint, lighting, fixtures, and

    Jacqueline Wilson 85W Real Estate

    12404 Crosswinds Dr, Louisville, KY 40243
  • /10

    $130,000

    • 2 Beds
    • 1 Bath
    • 733 Sq Ft

    230 Middletown Square Unit 230, Louisville, KY 40243

    Located in the heart of Middletown this condo is priced to sell . Hard to find anything in this price range especially this area . Offering 2 bedrooms and 1 bath. Also offering a secured entry with coded door . Nice community green space area . Low HOA fees which include water , sewer , trash and grounds keeping .

    Robert Beavers Champion Properties

    230 Middletown Square Unit 230, Louisville, KY 40243
  • /40

    $329,900

    • 3 Beds
    • 2 Baths
    • 2,579 Sq Ft

    207 N Madison Ave, Louisville, KY 40243

    Fantastic fully renovated Cape Cod in historic Middletown with a brand-new roof and top-to-bottom updates leaving no stone unturned. Bright family room with refinished hardwoods and cozy fireplace flows to a stunning new kitchen with granite counters, modern appliances, and spacious dining area. Main level offers two bedrooms and a full bath, upstairs adds a versatile loft-style third bedroom,

    Travis Cox 85W Real Estate

    207 N Madison Ave, Louisville, KY 40243
  • /68

    $544,900

    • 5 Beds
    • 3.5 Baths
    • 3,338 Sq Ft

    569 Wooded Falls Rd, Middletown, KY 40243

    Welcome to one of the largest and most desirable floor plans in Urton Woods - the Hartford II by Ball Homes! This expansive home offers over 3,300 square feet of finished living space on the first and second floors, plus an additional 1,800 square feet in the walkout basement, ready for your custom finish. Located in the heart of Middletown, this beautiful and well-designed home features 5

    Victoria Lyalin Semonin REALTORS

    569 Wooded Falls Rd, Middletown, KY 40243
  • /38

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    12006 Old Henry Rd, Louisville, KY 40223

    Rare Renovated Cape Cod in Prime Middletown Location! Beautifully updated 3BR/2BA Cape Cod located just one minute from Shelbyville Road in the heart of Middletown. This charming home features a spacious open-concept kitchen and living area—perfect for modern living and entertaining. The kitchen boasts brand-new stainless steel appliances, updated lighting, and new insulation throughout. Major

    Bob Sokoler RE/MAX Properties East

    12006 Old Henry Rd, Louisville, KY 40223
  • /33

    $349,500

    • 2 Beds
    • 2 Baths
    • 1,436 Sq Ft

    1107 Belmont Park Way, Louisville, KY 40243

    Discover easy, one-story living in this delightful 2-bedroom, 2-full-bath ranch-style home located in a quiet, convenient neighborhood of Louisville, KY. Perfectly designed for comfort and functionality, this home offers spacious living areas with a welcoming layout ideal for both relaxing and entertaining.Enjoy the ease of a single-level floorplan with two generously sized bedrooms, each

    Autumn Boblitt Torrey Smith Realty Co, LLC

    1107 Belmont Park Way, Louisville, KY 40243
  • /33

    $329,999

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    613 Burnett Farm Ln, Louisville, KY 40243

    Welcome to Burnett Ridge Lofts — a brand new townhome development consisting of only 30 units. Don't miss your chance to join this stunning community. ONLY 12 units available! The units are a fresh take on industrial-inspired living with modern flair. Newly built 2-bedroom, 2-bath residences showcase open-concept designs, stylish finishes, a spacious 2-car garage, and a private outdoor patio

    Todd Weihe DREAM J P Pirtle REALTORS

    613 Burnett Farm Ln, Louisville, KY 40243
  • /55

    $799,999

    • 5 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    11805 Cedardale Rd, Louisville, KY 40223

    Rare opportunity to own nearly 2 acres in historic Anchorage, offering privacy, character, and access to the state-leading Anchorage School District with no HOA. Priced below appraised value, this five-bedroom home blends timeless charm with thoughtful modern updates. The first floor features three bedrooms including the primary suite with soaring ceilings, soaking tub, and walk-in shower. You

    Shaun Wallace 1 Percent Lists Purple Door

    11805 Cedardale Rd, Louisville, KY 40223
  • /42

    $350,000

    • 4 Beds
    • 2 Baths
    • 2,325 Sq Ft

    12308 Hardwick Rd, Louisville, KY 40243

    Don't miss your chance to own this gorgeous 4BD/2BA home in the heart of Middletown. Just minutes from Shelbyville Rd and Blankenbaker Pkwy, this move-in ready home blends classic charm with modern updates. From the beautiful hardwood floors to the kitchen and bathroom updates and partially finished basement, this home is ideal for entertaining or relaxing. Step outside to a recently rebuilt

    Kyle Medearis EXP Realty LLC

    12308 Hardwick Rd, Louisville, KY 40243
  • /28

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    515 N Watterson Trail, Louisville, KY 40243

    Sharp 4 Bedroom 2 Bath Cape Cod located in the heart of Middletown on a large lot. This great home features a 1st floor master Bedroom, full bathroom, large Living room, Den, a large Kitchen with plenty of Cabinet and stainless-steel appliances, plus a separate dining area and beautiful hardwood floors. There are 3 more nice size bedrooms on the second floor, plus the second full

    Steve Canfield Canfield Realty Group, LLC

    515 N Watterson Trail, Louisville, KY 40243

Why Live in Middletown

Middletown, Kentucky, is a historic settlement located approximately 15 miles from Louisville, blending the charm of a small Southern town with modern suburban living. The area features a mix of historic homes and new subdivisions, with architectural styles including ranch, new traditional, Craftsman, and Tudor-style homes. Streets vary from wide sidewalks to narrow, tree-lined roads. Middletown is served by the Jefferson County Public Schools District, with Eastern High School offering highly rated education and specialized academy programs. Residents can enjoy outdoor activities at Wetherby Park, Crosby Park, and Berrytown Park, which feature walking paths, ballfields, tennis courts, and playgrounds. Indoor fitness options are available at THE CAV Fitness. Main Street, known as Historical Midtown, is home to local restaurants like Cottage Café and LouVino, as well as essential shopping at Eastgate Shopping Center and Middletown Peddler’s Mall. The Middletown Chamber of Commerce hosts various community events throughout the year, fostering a strong sense of community spirit. The city is bordered by Interstate 64 and traversed by Shelbyville Road, providing direct routes for easy commutes. Middletown is safer than the national average, making it an attractive option for families seeking a blend of historical charm and modern amenities.

Frequently Asked Questions

What is the average home price in Middletown, KY?
Homes for sale in Middletown, KY have an average home price of $437,425.
Are home prices dropping in Middletown?
Yes, home prices in Middletown are down 7% in the last 12 months.
How many homes have sold over the last 12 months in Middletown, KY?
2 homes have sold in Middletown, KY over the last 12 months.
What are the most popular zip codes in Middletown, KY?
The most popular zip codes in Middletown, KY include 40243, 40223, 40245, 40299 and 40222.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $449,950. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,200 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $94K a year to afford the median home price in Middletown.
How are the schools in Middletown, KY?
Middletown, KY has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Louisville Male High School, Anchorage Independent Public School and Greathouse Shryock Traditional Elementary School. Browse all the schools in Middletown, KY to learn more.

Home Trends in Middletown, KY

Housing Trends

Median Sale Price
$410,450
Median Single Family Sale Price
$428,000
Average Price Per Sq Ft
$168
Number of Homes for Sale
2
Last 12 months Home Sales
2
Months of Supply
12.00
Median List Price
$449,950
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-7%
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